Reaktion #324249

Reaktionsgleichung

water

2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(3-methoxybenzyl)-4-pyrimidone

dichloromethane

boron tribromide

→

HCl

2-[2-(5-methyl- 4-imidazolylmethylthio)ethylamino]-5-(3-hydroxybenzyl)-4-pyrimidone dihydrochloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas followed by separation of the two phases
2. 2
   workup.ADDITIONThe aqueous phase was treated in NaHCO3 which
3. 3
   Sonstigeprecipitated a tacky solid which
4. 4
   Waschenwas repeatedly washed with water until it
5. 5
   Filtrationwas filtered
6. 6
   Sonstigedried

Vorschrift

2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(3-methoxybenzyl)-4-pyrimidone (2.35 g) was suspended in dry dichloromethane (30 ml) and boron tribromide (6.49 g) carefully added. The mixture was stirred in a dry atmosphere overnight. Careful addition of water (30 ml) was followed by separation of the two phases. The aqueous phase was treated in NaHCO3 which precipitated a tacky solid which was repeatedly washed with water until it became solid, when it was filtered and dried. Treatment with ethanolic HCl gave 2-[2-(5-methyl- 4-imidazolylmethylthio)ethylamino]-5-(3-hydroxybenzyl)-4-pyrimidone dihydrochloride, m.p. 142°-144° (ex. ethanol)

Quelle